EP0854149A1 - Procédé d'hydrogénation de sucres avec un catalyseur en coquille - Google Patents

Procédé d'hydrogénation de sucres avec un catalyseur en coquille Download PDF

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Publication number
EP0854149A1
EP0854149A1 EP97123040A EP97123040A EP0854149A1 EP 0854149 A1 EP0854149 A1 EP 0854149A1 EP 97123040 A EP97123040 A EP 97123040A EP 97123040 A EP97123040 A EP 97123040A EP 0854149 A1 EP0854149 A1 EP 0854149A1
Authority
EP
European Patent Office
Prior art keywords
hydrogenation
weight
sugar
catalyst
gps
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP97123040A
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German (de)
English (en)
Other versions
EP0854149B2 (fr
EP0854149B1 (fr
Inventor
Hanspeter Degelmann
Jörg Dr. Kowalczyk
Markwart Dr. Kunz
Matthias Dr. Schüttenhelm
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Suedzucker AG
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Suedzucker AG
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Publication date
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Application filed by Suedzucker AG filed Critical Suedzucker AG
Publication of EP0854149A1 publication Critical patent/EP0854149A1/fr
Application granted granted Critical
Publication of EP0854149B1 publication Critical patent/EP0854149B1/fr
Publication of EP0854149B2 publication Critical patent/EP0854149B2/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00Processes for the preparation of sugar derivatives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/143Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones
    • C07C29/145Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones with hydrogen or hydrogen-containing gases
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H3/00Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J25/00Catalysts of the Raney type
    • B01J25/02Raney nickel
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/0009Use of binding agents; Moulding; Pressing; Powdering; Granulating; Addition of materials ameliorating the mechanical properties of the product catalyst
    • B01J37/0018Addition of a binding agent or of material, later completely removed among others as result of heat treatment, leaching or washing,(e.g. forming of pores; protective layer, desintegrating by heat)
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers

Definitions

  • the starting material used is a sugar mixture of the composition shown in Table 4: No. Educt salary 1 Fructose 3.64% a. TS 2nd glucose 2.50% a. TS 3rd Sucrose 0.06% a. TS 4th Isomaltulose 84.02% a. TS 5 Trehalulose 7.64% a. TS 6 Isomaltose 1.39% a. TS 7 Isomelecitis 0.38% a. TS 8th Residual saccharides 0.37% a. TS
  • the method according to the invention leads to an improved Total yield of 1,3-GPM and 1,4-GPS as well as one higher proportion of the mannitol epimer in the product in the Comparison to the sorbitol epimer.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Biotechnology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Saccharide Compounds (AREA)
  • Catalysts (AREA)
EP97123040.4A 1997-01-17 1997-12-31 Procédé d'hydrogénation de sucres avec un catalyseur en coquille Expired - Lifetime EP0854149B2 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE19701440 1997-01-17
DE19701440 1997-01-17
DE19720496 1997-05-16
DE19720496A DE19720496B4 (de) 1997-01-17 1997-05-16 Verfahren zur Hydrierung von Zuckern oder Zuckergemischen zu Zuckeralkoholen oder Zuckeralkoholgemischen

Publications (3)

Publication Number Publication Date
EP0854149A1 true EP0854149A1 (fr) 1998-07-22
EP0854149B1 EP0854149B1 (fr) 2002-05-02
EP0854149B2 EP0854149B2 (fr) 2014-11-12

Family

ID=26033166

Family Applications (1)

Application Number Title Priority Date Filing Date
EP97123040.4A Expired - Lifetime EP0854149B2 (fr) 1997-01-17 1997-12-31 Procédé d'hydrogénation de sucres avec un catalyseur en coquille

Country Status (9)

Country Link
US (1) US5936081A (fr)
EP (1) EP0854149B2 (fr)
JP (1) JP3450688B2 (fr)
AT (1) ATE217003T1 (fr)
AU (1) AU735009B2 (fr)
BR (1) BR9800355A (fr)
CA (1) CA2227319C (fr)
DE (3) DE19720496B4 (fr)
DK (1) DK0854149T3 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1172368A1 (fr) * 2000-07-13 2002-01-16 Grain Processing Corporation Malto-oligosaccharides réduits
US6475979B2 (en) 1999-10-20 2002-11-05 Grain Processing Corporation Reduced malto-oligosaccharide cleansing compositions
WO2002051779A3 (fr) * 2000-12-23 2003-03-06 Degussa Procede de production d'alcools par hydrogenation de composes carbonyle
US6610672B2 (en) 1999-10-20 2003-08-26 Grain Processing Corporation Compositions including reduced malto-oligosaccharide preserving agents, and methods for preserving a material
US6720418B2 (en) 1999-08-20 2004-04-13 Grain Processing Corporation Derivatized reduced malto-oligosaccharides
US7595393B2 (en) 1998-01-20 2009-09-29 Grain Processing Corporation Reduced malto-oligosaccharides
EP2361255A1 (fr) 2009-12-23 2011-08-31 Evonik Degussa GmbH Édulcorant et son procédé de préparation

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19929368A1 (de) * 1999-06-25 2000-12-28 Merck Patent Gmbh Verfahren zur Herstellung von Mannit
US20020038051A1 (en) * 2000-02-18 2002-03-28 Degussa-Huls Ag Raney copper
DE50111760D1 (de) * 2000-02-18 2007-02-15 Degussa Verfahren zur Herstellung von Carbonsäuren durch Dehydrierung von Alkoholen
EP1125634B1 (fr) * 2000-02-18 2010-12-08 Evonik Degussa GmbH Catalyseur formé à base de Cu Raney et utilisable en lit fixe
EP1127613A1 (fr) * 2000-02-18 2001-08-29 Degussa AG Catalyseur façonné, du type lit fixe, à base de cuivre de Raney et utilisable pour la déshydrogénation d'alcools
TW572878B (en) * 2001-05-11 2004-01-21 Fushimi Pharmaceutical Co Ltd Method for production of sugar alcohol
DE10262005B4 (de) * 2002-09-11 2005-11-10 Südzucker Aktiengesellschaft Mannheim/Ochsenfurt Lebens-, Genuss-, Süßungs- und Arzneimittel, sowie Zusammensetzungen enthaltend kondensierte Palatinose in hydrierter Form
WO2007028411A1 (fr) * 2005-09-08 2007-03-15 Evonik Degussa Gmbh Fabrication et utilisation de catalyseurs a base de metaux actives et supportes pour des transformations organiques
ES2564561T3 (es) * 2006-12-22 2016-03-23 Cargill, Incorporated Un proceso para la hidrogenación de un azúcar o una mezcla de azúcares
CN101066984B (zh) * 2007-05-28 2010-05-19 江门量子高科生物股份有限公司 一种氢化的低聚果糖的制备方法
DE102008007072A1 (de) * 2008-01-31 2009-08-13 Südzucker Aktiengesellschaft Mannheim/Ochsenfurt Verfahren zur Herstellung fermentierbarer Getränke
DE102013226140A1 (de) * 2013-12-17 2015-06-18 Robert Bosch Gmbh Luftmassenmessvorrichtung, Luftmassenmesssystem und Luftmassenmessverfahren für ein Fahrzeug
EP3131413A4 (fr) * 2014-04-10 2017-08-30 Archer-Daniels-Midland Company Synthèse de r-glucosides, sucres-alcools, sucres-alcools réduits et dérivés de furane de sucres-alcools réduits
CN108883400B (zh) 2016-02-19 2021-09-17 洲际大品牌有限责任公司 由生物质源形成多值料流的方法
CN117186161B (zh) * 2023-11-06 2024-01-16 山东百龙创园生物科技股份有限公司 一种异麦芽酮糖醇及其制备方法

Citations (2)

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Publication number Priority date Publication date Assignee Title
GB430576A (en) * 1932-12-23 1935-06-21 Du Pont Improvements in or relating to the manufacture of glycerol and glycols
GB989532A (en) * 1960-05-30 1965-04-22 Tervalon Mij Voor Voedingsmidd Improvements in or relating to bifidus-active substances and bifidus-active food preparations

Family Cites Families (22)

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GB801732A (en) * 1955-07-29 1958-09-17 Melle Usines Sa Improvements in or relating to a process for producing polyalcohols by hydrogenationof corresponding sugars
DE1693030B1 (de) * 1967-10-19 1971-02-18 Le Nii Antibiotikow Verfahren zur Herstellung von Sorbit
US3691100A (en) * 1970-02-05 1972-09-12 Atlas Chem Ind Tungsten oxide promoted and supported nickel catalyst
AU6339073A (en) * 1972-12-18 1975-06-12 Colonial Sugar Refining Catalytic hydrogenation
DE2756270A1 (de) * 1977-12-16 1979-06-21 Bayer Ag Verfahren zur herstellung von niedermolekularen polyhydroxylverbindungen
DE2831719A1 (de) * 1978-07-19 1980-01-31 Bayer Ag Verfahren zur herstellung von niedermolekularen polyhydroxylverbindungen
DE2831656A1 (de) * 1978-07-19 1980-02-07 Bayer Ag Verfahren zur herstellung von niedermolekularen polyhydroxylverbindungen
US4413152A (en) * 1982-08-25 1983-11-01 Uop Inc. Hydrogenation in aqueous solutions
DE3403973A1 (de) * 1984-02-04 1985-08-14 Bayer Ag, 5090 Leverkusen Verfahren zur herstellung eines gemisches von (alpha)-d-glucopyranosido-1,6-mannit und (alpha)-d-glucopyranosido-1,6-sorbit aus (alpha)-d-glucopyranosido-1,6-fructose
FR2652589B1 (fr) * 1989-10-04 1995-02-17 Roquette Freres Procede de fabrication de xylitol et de produits riches en xylitol.
DE3934457A1 (de) * 1989-10-14 1991-04-18 Bayer Ag Verfahren zur herstellung von sorbitol (d-glucitol) aus (alpha)-d-glucose
US5162517A (en) * 1989-10-14 1992-11-10 Bayer Aktiengesellschaft Process for the preparation of epimer-free sugar alcohols from the group consisting of xylitol, sorbitol (D-glucitol), 4-O-β-D-galactopyranosyl-D-glucitol and 4-O-α-D-glucopyranosyl-D-sorbitol
IT1256801B (it) * 1992-01-31 1995-12-15 Novamont Spa Catalizzatore di idrogenazione, procedimento per la sua preparazione ed impiego, particolarmente per l'idrogenazione e/o idrogenolisi di carboidrati e polioli.
DE4243722A1 (de) * 1992-12-23 1994-06-30 Basf Ag Verfahren zur Herstellung von Polyetherglykolen
EP0625578B2 (fr) * 1993-05-06 2004-04-28 Südzucker Aktiengesellschaft Mannheim/Ochsenfurt Edulcorant, son procédé de préparation et son utilisation
DE4345265A1 (de) * 1993-10-16 1995-09-21 Degussa Katalysatorvorstufe für einen aktivierten Metall-Festbettkatalysator nach Raney
DE4416115A1 (de) * 1994-05-06 1995-11-09 Bayer Ag Verfahren zur Herstellung von alpha-D-Glucopyranosido-1,6-mannit und -sorbit aus alpha-D-Glucopyranosido-1,6-fructose
DE4416408A1 (de) * 1994-05-10 1995-11-16 Bayer Ag Verfahren zur Hydrierung von Zuckern
IL110126A (en) 1994-06-26 2001-01-28 Gadot Biochemical Ind Ltd Process for the manufacture of isomaltitol
JP3793267B2 (ja) * 1995-11-08 2006-07-05 東和化成工業株式会社 ラネー触媒、その製造方法及びそれを使用した糖アルコールの製造方法
DE19618443A1 (de) * 1996-05-08 1997-11-20 Klaus Prof Dr Buchholz Verfahren zur Herstellung von Allit aus Saccharose und dessen Verwendung als Süßungsmittel
JP4711471B2 (ja) * 1996-07-05 2011-06-29 三菱商事フードテック株式会社 結晶マルチトール及びそれを含有する含蜜結晶の製造方法

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB430576A (en) * 1932-12-23 1935-06-21 Du Pont Improvements in or relating to the manufacture of glycerol and glycols
GB989532A (en) * 1960-05-30 1965-04-22 Tervalon Mij Voor Voedingsmidd Improvements in or relating to bifidus-active substances and bifidus-active food preparations

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6919446B1 (en) 1998-01-20 2005-07-19 Grain Processing Corp. Reduced malto-oligosaccharides
US7595393B2 (en) 1998-01-20 2009-09-29 Grain Processing Corporation Reduced malto-oligosaccharides
US6720418B2 (en) 1999-08-20 2004-04-13 Grain Processing Corporation Derivatized reduced malto-oligosaccharides
US6475979B2 (en) 1999-10-20 2002-11-05 Grain Processing Corporation Reduced malto-oligosaccharide cleansing compositions
US6610672B2 (en) 1999-10-20 2003-08-26 Grain Processing Corporation Compositions including reduced malto-oligosaccharide preserving agents, and methods for preserving a material
EP1172368A1 (fr) * 2000-07-13 2002-01-16 Grain Processing Corporation Malto-oligosaccharides réduits
WO2002051779A3 (fr) * 2000-12-23 2003-03-06 Degussa Procede de production d'alcools par hydrogenation de composes carbonyle
EP2361255A1 (fr) 2009-12-23 2011-08-31 Evonik Degussa GmbH Édulcorant et son procédé de préparation

Also Published As

Publication number Publication date
AU5214098A (en) 1998-07-23
DE19758788B4 (de) 2007-12-13
EP0854149B2 (fr) 2014-11-12
BR9800355A (pt) 1999-09-08
US5936081A (en) 1999-08-10
DE19720496B4 (de) 2004-10-21
DE59707151D1 (de) 2002-06-06
DE19720496A1 (de) 1998-07-23
CA2227319C (fr) 2001-10-30
ATE217003T1 (de) 2002-05-15
AU735009B2 (en) 2001-06-28
JP3450688B2 (ja) 2003-09-29
JPH1129509A (ja) 1999-02-02
CA2227319A1 (fr) 1998-07-17
DK0854149T3 (da) 2002-08-19
EP0854149B1 (fr) 2002-05-02

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